Hydrochloric Acid → HCID 56976448, compound

HRID 2166908Notes

Reaction equation

HRID 2166908 reaction equation
[C:1]1([N:7]([C:16]2[CH:25]=[CH:24][C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14]C)[CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl>C1(C)C=CC=CC=1>[C:1]1([N:7]([C:16]2[CH:25]=[CH:24][C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([OH:14])[CH:9]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6451240Aluminum(III) ChlorideHCID 57232163HCID 57232163, compound

Product 1

HCID 56976448HCID 56976448, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The thus-obtained phenyl-β-naphthyl-3-methoxyphenylamine was dissolved in 250 ml of toluene, and 25 g of anhydrous aluminum chloride was added thereto. The resulting mixture was heated under reflux for 2 hours. After being allowed to cool down, the reaction liquor was poured into ice water and then rendered acidic by adding hydrochloric acid. The organic phase thus-obtained was separated and the toluene was concentrated under reduced pressure. Crystals precipitated were collected by filtration to obtain 24 g of phenyl-β-naphthyl-3-hydroxyphenylamine.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 2 hours
  3. temperatureto cool down
  4. customThe organic phase thus-obtained
  5. customwas separated
  6. concentrationthe toluene was concentrated under reduced pressure
  7. customCrystals precipitated
  8. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-9d3ff22dffb44275b1454419e0027947
Source dataset
uspto-grants-1983_06
Patent number
US04390616

Reaction notes

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